Southern Highlands Events

The Southern Highlands of NSW is home to numerous scenic walking trails and lookouts, as well as a collection of colourful gardens. The landscape is dotted with quaint, historic villages, and the region has also given rise to a number of award-winning wines. The Southern Highlands’ cool climate and old world charm make this part of NSW a wonderful holiday destination at any time of year.

There are a host of great year-round Southern Highland events on offer. Browse the arts and crafts, baked goods and gourmet treats on display at some of the region’s weekend and seasonal markets. Visit an antiques fair to browse through bric-a-brac and find rare and collectible items. Sample a range of local produce at a food and wine festival, or join the discussions, performances and workshops taking place at an educational event or literary festival. Bowral events, from antiques fairs to the Southern Highlands Food and Wine Festival, offer something for everyone.

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  1. Dianne Bradley - A New Beginning

    Wednesday 28 September to Friday 30 September 2016, Bowral

    Having left a career spanning more than 50 years in magazine design and illustration, Dianne made the move from Sydney to Nowra in 2013. The joys of the seachange have included a renewed energy for her true love of...

    28 Sep -30Sep
  2. Sutton Forest Cluster Launch

    Friday 30 September 2016,

    Join River Cottage Chef Paul West and Moss Vale and Rural Chamber in September to celebrate the launch of the fourth Southern Highlands Food Clusters - Sutton Forest. Meet Sutton Forest producers, sample the...

    30 Sep
  3. Southern Highlands Food and Wine Festival

    Saturday 1 October to Sunday 2 October 2016, Bowral

    The upcoming Southern Highlands Food & Wine Festival again promises to be an opportunity for gastronomes to be immersed in all things food and wine. Visitors from outside the Southern Highlands will join locals in a...

    01 Oct -02Oct
  4. Donald Keys: Salt and Sand

    Saturday 1 October to Friday 14 October 2016, Bowral

    This exhibition explores the Australian coastal/city lifestyle, where sandy beaches, colourful birds and modern city living are juxtaposed in an idyllic fashion. Other cities around the world can singularly boast...

    01 Oct -14Oct
  5. Drink and Draw Life Drawing Sessions

    Thursday 6 October 2016, Bowral

    One of the most enduring subjects for most artforms is the human body in all it's diversity. Join Ten Thousand Paces for this monthly life drawing group where you get to work with various life models in a...

    06 Oct
  6. Soul Secrets

    Saturday 15 October to Friday 28 October 2016, Bowral

    Soul Secrets is an interactive installation that gently invites people to answer a series of personal questions by discretely writing on tags and tying them to the work. It explores the guarded pieces of information...

    15 Oct -28Oct
  7. Bundanoon Garden Ramble

    Saturday 22 October to Sunday 23 October 2016, Bundanoon

    The popular Bundanoon Garden Ramble is on again this October. This annual event is a great way to explore some of the wonderful Southern Highlands' gardens in this beautiful village bordering Morton National Park....

    22 Oct -23Oct
  8. Australian Stock Horse Society Moss Vale Branch Show

    Saturday 29 October to Sunday 30 October 2016, Moss Vale

    Action packed equine programme that demonstrates the versatility and athleticism of the Australian Stock Horse as well as the skills and horsemanship of the rider. Spectators are welcome to attend to gain knowledge...

    29 Oct -30Oct
  9. Southern Highlands Arts Festival - Art Studio Trail

    Saturday 5 November to Sunday 13 November 2016, Mittagong

    Once again the feature event of Southern Highlands Arts Festival is the annual Southern Highlands Art Studio Trail, when artists open their studio doors allowing visitors inside to explore their creative habitats...

    05 Nov -13Nov
  10. Oxley College Pin Oak Fair

    Saturday 12 November 2016, Southern Highlands

    The Spirit of Giving has been chosen as theme for Oxley College’s Pin Oak Fair to be held in November 2016.Some good old fashioned fun of the fair will transform the Oxley College Campus in the NSW Southern...

    12 Nov
  11. CamelBak Highland Fling

    Saturday 12 November to Sunday 13 November 2016, Bundanoon

    Event details are yet to be confirmed

    The CamelBak Highland Fling is Australia's largest mountain biking event with over 2000 riders taking part. Doubling as The Australian Mountain Bike Marathon...

    12 Nov -13Nov
  12. Bong Bong Picnic Races

    Friday 18 November 2016, Bowral

    Bong Bong Picnic Races is one of Australia's oldest picnic race meetings. The meeting is a six race programme.This is a members only race day meeting. Membership enquiries are welcome directly to the Club....

    18 Nov
  13. Robertson Antiques and Collectables Fair

    Saturday 19 November to Sunday 20 November 2016, Robertson

    There is something for everyone at the annual Robertson Antiques and Collectables Fair. A two day event with local, Sydney and interstate dealers offering a wide range of furniture, jewellery, silver, porcelain, linen...

    19 Nov -20Nov
  14. The Southern Highlands Christmas Fair

    Monday 12 December to Tuesday 13 December 2016, Sutton Forest

    Event details are yet to be confirmed

    This exciting annual Christmas Fair is held in the picturesque grounds of Southern Highland Wines, in the beautiful Southern Highlands.The...

    12 Dec -13Dec
  15. Southern Highlands Wedding Fair

    Sunday 22 January 2017, Bowral

    Manage My Event are pleased to announce the return of the Southern Highlands Wedding Fair, now Love A Fair. New name but still the same amazing event devoted to showcasing the many quality Wedding Venues and Suppliers...

    22 Jan
  16. Small Farm Field Day

    Saturday 4 February to Sunday 5 February 2017, Moss Vale

    The Small Farm Field Day will be held at the Moss Vale Showground in the Southern Highlands region of NSW. There are 1,803 farms and over 2,000 small farms in the Southern Highlands region, making Moss Vale...

    04 Feb -05Feb
  17. Bundanoon Highland Gathering Festival

    Saturday 1 April 2017, Bundanoon

    The 40th anniversary, annual Highland Gathering Festival is where Bundanoon becomes Brigadoon for a day. If you're looking for the perfect family day out then head to Australia's premier Scottish Highland...

    01 Apr

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